Total synthesis of (-)-nardoaristolone B
| Title | Total synthesis of (-)-nardoaristolone B |
| Publication Type | Journal Article |
| Year of Publication | 2016 |
| Authors | Ople, RS, Handore, KL, Kamat, NS, D. Reddy, S |
| Journal | European Journal of Organic Chemistry |
| Issue | 22 |
| Pagination | 3804-3808 |
| Date Published | AUG |
| ISSN | 1434-193X |
| Keywords | Chiral pool, cyclopropanation, Nardoaristolone B, Natural products, Total synthesis |
| Abstract | A stereoselective total synthesis of (-)-Nardoaristolone B, a nor-aristolane sesquiterpenoid natural product with an unusual 3/5/6 tricyclic ring system is described. The highlights of the present work includes use of (+)-(R)-Pulegone as a chiral-pool starting material, ring-closing metathesis, allylic oxidation and stereoselective cyclopropanation. In addition, a new analogue of Nardoaristolone B (minor product from the final step) was isolated in pure form and fully characterized with the help of single-crystal X-ray analysis. |
| DOI | 10.1002/ejoc.201600538 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.068 |
Divison category:
Organic Chemistry